Anna Maria Island Rentals Our Guests Can’t Get Enough Of

There are so many fantastic places to stay during your trip. With so many Anna Maria Island rentals to choose from, it can be tough to pinpoint which one is perfect for your vacation. Of course, there are some spots that guests can’t rave about enough after staying at certain locations. These are some of our top rentals on Anna Maria Island.

Kitchen of Anna Maria Island vacation rental

265 Gladiolus

This 2-bedroom 2-bathroom ground level home is located at the north end of Anna Maria Island and sleeps up to 4 people. It’s been recently remodeled and has the best amenities. Not only is the inside of this Anna Maria Island vacation rental beautiful, but you’ll also be able to enjoy a gorgeous garden and views of the water. There’s an outdoor grill for you to cook up some delicious meals on. Manatees are known to hang out alongside the dock and this spot is just a short walk to the Gulf of Mexico. You can also enjoy all the wonderful Florida weather has to offer from the screened in porch.

Waves Edge

Located in Anna Maria, this gorgeous 4 bedroom, 3 bathroom rental is a favorite rental location for a reason. This amazing house is located right on the gulf. Its deck overlooks the pool and the Gulf of Mexico. There’s also a nice back yard and patio area around the pool and hot tub. This rental sleeps up to 8 people.

Vacation home in Bradenton Beach, FL

Herrmann House

This vacation rental is recently refurbished and sleeps up to 6 people. With two bedrooms and 2 bathrooms, this home located in Bradenton Beach has clear and beautiful gulf views. The beach vibes are amplified by the decorations inside. What’s more, this spot just steps away from the water.

Patio area looking over canal in Holmes Beach vacation rental

525 69th Street

This Holmes Beach property is remodeled from floor to ceiling and has a huge kitchen and a spacious open floor plan. With 3 en suite bedrooms and 3 bathrooms, this location can sleep up to 6 people. There’s also a wonderful pool and outdoor space. Located on a canal, there are also docking options for boats up to 24’.

Outside view of townhome vacation rental

Bradenton Beach Club 315

This townhome features new furniture and a fully stocked kitchen. This 3-floor rental provides plenty of space with 3 bedrooms and 2.5 bathrooms and can sleep anywhere from 6 to 8 people. Also located on the property are two heated pools and a spa/hot tub as well. The central location of the rental makes it very desirable and the trolley stop nearby makes it easy to travel and explore the area.

Holmes Beach vacation townhouse patio area overlooking pool

Beach Townhouse 107

With two bedrooms and 2.5 bathrooms in Holmes Beach, this vacation rental has a beachy feel inside and out. The eclectic decorations inside will make you never want to end your vacation. You’ll have a gorgeous view of Manatee Beach and can walk to the soft sands in just minutes. There are two balconies to enjoy as well as a pool, covered parking and more. This spot sleeps up to 6 people.

Living area in townhouse rental in Holmes Beach, FL

North Beach Village No. 37

A 3 bedroom 2.5 bathroom townhouse located in Holmes Beach, this rental provides updates including wood flooring, remodeled bedrooms and bathrooms along with new bedding and furnishings throughout. You’ll love the coastal décor that makes you feel like you’re at the beach even inside the condo. You’ll be just a short walk from beautiful beaches and the amazing restaurants and shops on Anna Maria Island.